CAS 104987-12-4

Ascomycin

Beschreibung:

Ascomycin, mit der CAS-Nummer 104987-12-4, ist ein Makrolid-Antibiotikum, das aus der Fermentation bestimmter Pilzarten, insbesondere der Gattung *Aspergillus*, gewonnen wird. Es zeigt ein breites Spektrum an antifungaler Aktivität, das hauptsächlich auf verschiedene Pilzstämme abzielt, einschließlich *Candida* und *Aspergillus*. Ascomycin wirkt, indem es die Synthese der Pilzzellwände hemmt und so das Wachstum und die Replikation verhindert. Neben seinen antifungalen Eigenschaften hat es immunosuppressive Effekte gezeigt, was es im Kontext von Organtransplantationen und Autoimmunerkrankungen von Interesse macht. Die Verbindung zeichnet sich durch ihre komplexe Makrolidstruktur aus, die einen großen Laktonring und mehrere funktionelle Gruppen umfasst, die zu ihrer biologischen Aktivität beitragen. Ascomycin wird typischerweise in einem klinischen Umfeld unter strenger medizinischer Aufsicht verabreicht, aufgrund seiner starken Wirkungen und potenziellen Nebenwirkungen. Seine Löslichkeit und Stabilität können je nach Formulierung variieren, was seine Pharmakokinetik und therapeutische Wirksamkeit beeinflusst.

Formel: C₄₃H₆₉NO₁₂

InChl: InChI=1S/C43H69NO12/c1-10-30-18-24(2)17-25(3)19-36(53-8)39-37(54-9)21-27(5)43(51,56-39)40(48)41(49)44-16-12-11-13-31(44)42(50)55-38(28(6)33(46)23-34(30)47)26(4)20-29-14-15-32(45)35(22-29)52-7/h18,20,25,27-33,35-39,45-46,51H,10-17,19,21-23H2,1-9H3/b24-18+,26-20+/t25-,27+,28+,29-,30+,31-,32+,33-,35+,36-,37-,38+,39+,43+/m0/s1

InChI Key: InChIKey=ZDQSOHOQTUFQEM-NURRSENYSA-N

SMILES: O(C)[C@@H]1[C@@]2(O[C@](O)([C@H](C)C1)C(=O)C(=O)N3[C@](C(=O)O[C@H](\C(=C\[C@H]4C[C@@H](OC)[C@H](O)CC4)\C)[C@H](C)[C@@H](O)CC(=O)[C@H](CC)/C=C(\C)/C[C@H](C)C[C@@H]2OC)(CCCC3)[H])[H]

Synonyme:

• (3S,4R,5S,8R,12S,14R,15R,16S,18R,19R,26aS)-8-ethyl-5,19-dihydroxy-3-{(E)-2-[(1S,3R,4S)-4-hydroxy-3-methoxycyclohexyl]-1-methylethenyl}-14,16-dimethoxy-4,10,12,18-tetramethyl-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-3H-15,19-epoxypyrido[2,1-c][1,4]oxazacyclotricosine-1,7,20,21(4H,23H)-tetrone
• (3S,4R,5S,8R,12S,14S,15R,16S,18R,19R,26aS)-8-ethyl-5,19-dihydroxy-3-{(E)-2-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethenyl}-14,16-dimethoxy-4,10,12,18-tetramethyl-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-3H-15,19-epoxypyrido[2,1-c][1,4]oxazacyclotricosine-1,7,20,21(4H,23H)-tetrone
• (3S,4R,5S,8R,9E,12S,14S,15R,16S,18R,19R,26aS)-8-Ethyl-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-5,19-dihydroxy-3-[(1E)-2-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethenyl]-14,16-dimethoxy-4,10,12,18-tetramethyl-15,19-epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21(4H,23H)-tetrone
• (3S,4S,5S,8R,12S,14S,15R,16S,18R,19R,26aS)-8-ethyl-5,19-dihydroxy-3-{(E)-2-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethenyl}-14,16-dimethoxy-4,10,12,18-tetramethyl-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-3H-15,19-epoxypyrido[2,1-c][1,4]oxazacyclotricosine-1,7,20,21(4H,23H)-tetrone
• 12,18-Tetramethyl-,(3S-(3R*(E(1S*,3S*,4S*)),4S*,19S*,26Ar*))--10
• 15,19-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21(4H,23H)-tetrone, 8-ethyl-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-5,19-dihydroxy-3-[(1E)-2-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethenyl]-14,16-dimethoxy-4,10,12,18-tetramethyl-, (3S,4R,5S,8R,9E,12S,14S,15R,16S,18R,19R,26aS)-
• 15,19-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21(4H,23H)-tetrone, 8-ethyl-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-5,19-dihydroxy-3-[2-(4-hydroxy-3-methoxycyclohexyl)-1-methylethenyl]-14,16-dimethoxy-4,10,12,18-tetramethyl-, [3S-[3R*[E(1S*,3S*,4S*)],4S*,5R*,8S*,9E,12R*,14R*,15S*,16R*,18S*,19S*,26aR*]]-
• 8-Ethyl-3-(2-(4-Hydroxy-3-Methoxycyclohexyl)-1-Methylethenyl)-14,16-Dimethoxy
• AAG
• Ascomycin, Streptomyces Hygroscopicus
• Ascomycin, Streptomyces Hygroscopicus Var Ascomyceticus
• Changchuanmycin
• Fk-520
• Fr 520
• Fr-900520
• Immunomycin

Ascomycin, 95%

CAS: 104987-12-4

Ascomycin, 95%; Internal standard for LC-MS/MS testing of the immunosuppressants tacrolimus, sirolimus, and everolimus.

Formel: C₄₃H₆₉NO₁₂

Reinheit: 95%

Farbe und Form: Powder, White to pale yellow

Molekulargewicht: 792.02

Ref: 02-J66751

Ascomycin

CAS: 104987-12-4

Formel: C₄₃H₆₉NO₁₂

Reinheit: 96%

Farbe und Form: Solid

Molekulargewicht: 792.0075

Ref: IN-DA00368Q

Ascomycin (Tacrolimus EP Impurity A)

CAS: 104987-12-4

Formel: C₄₃H₆₉NO₁₂

Farbe und Form: White To Off-White Solid

Molekulargewicht: 792.02

Ref: 4Z-A-451

Ascomycin

CAS: 104987-12-4

Ascomycin

Reinheit: ≥95%

Molekulargewicht: 792.01g/mol

Ref: 54-BUP14409

Ascomycin

CAS: 104987-12-4

Ascomycin

Formel: C₄₃H₆₉NO₁₂

Reinheit: By hplc: 100% (Typical Value in Batch COA)

Farbe und Form: white powder

Molekulargewicht: 792.01g/mol

Ref: 54-BIA4317

Ascomycin

CAS: 104987-12-4

Formel: C₄₃H₆₉NO₁₂

Reinheit: ≥ 95%

Farbe und Form: White to yellow powder or solid

Molekulargewicht: 792.01

Ref: 7W-GA1406

Ascomycin

CAS: 104987-12-4

Ascomycin (Immunomycin)(Immunomycin, FR-900520, FK520) is an ethyl analog of tacrolimus (FK506) with strong immunosuppressant properties.

Formel: C₄₃H₆₉NO₁₂

Reinheit: 99.64% - 99.94%

Farbe und Form: White Solid

Molekulargewicht: 792.01

Ref: TM-T2481

Ascomycin

CAS: 104987-12-4

Impurity Tacrolimus Related Compound A USP
Applications A potent immunosuppressive agent and could be used as a potential therapeutic agent for autoimmune diseases.
References Matuszewski, B., et al.: Anal. Chem., 75, 3019 (2003), Taylor, P., et al.: Clin. Chem., 51, 1890(2005);

Formel: C₄₃H₆₉NO₁₂

Farbe und Form: White To Off-White

Molekulargewicht: 792.01

Ref: TR-A781000

Tacrolimus EP Impurity A

CAS: 104987-12-4

Formel: C₄₃H₆₉NO₁₂

Molekulargewicht: 792.02

Ref: ST-EA-CP-T39001

Ascomycin, Streptomyces hygroscopicus var ascomyceticus

CAS: 104987-12-4

Reinheit: 98%

Molekulargewicht: 792.02

Ref: 10-M01355

Ascomycin

CAS: 104987-12-4

Ascomycin is an immunosuppressive macrolide, which is a product derived from the fermentation of the bacterium *Streptomyces hygroscopicus*. Its mode of action involves binding to the intracellular protein FK506-binding protein (FKBP), inhibiting the calcium-dependent signal transduction pathway that is crucial for T-cell activation. This interference with the immune response is achieved through the inhibition of calcineurin, thus preventing the dephosphorylation and nuclear translocation of nuclear factor of activated T-cells (NF-AT), a necessary step in the activation of genes required for T-cell proliferation.

Formel: C₄₃H₆₉NO₁₂

Reinheit: Min. 95%

Molekulargewicht: 792.01 g/mol

Ref: 3D-EEA98712

Ascomycin

CAS: 104987-12-4, 11011-38-4

Ascomycin is an immunosuppressant macrolide lactone, which is derived from the soil bacterium *Streptomyces hygroscopicus*. It functions primarily by inhibiting the T-cell activation pathway. The mechanism involves binding to the immunophilin FKBP-12, forming a complex that inhibits the calcium-dependent phosphatase, calcineurin. This inhibition prevents the dephosphorylation and subsequent translocation of nuclear factor of activated T cells (NFAT), which is crucial for the transcription of interleukin-2 and other cytokines. Consequently, this suppresses the activation and proliferation of T-cells, which are essential components of the adaptive immune response.

Formel: C₄₃H₆₉NO₁₂

Reinheit: Min. 95%

Molekulargewicht: 792.01 g/mol

Ref: 3D-AA17997